Wind Surf

Windstar

7 days, round-trip Classic Caribbean

Departure

Sat, Jan 23, 2027

Return

Sat, Jan 30, 2027

Duration

7 Nights

From

Philipsburg St Maarten, Netherlands Antilles

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Route & Ports

Philipsburg St Maarten, Netherlands Antilles

23 Jan 19:00

Depart

Charlestown Nevis, Nevis Island

24 Jan 08:00 - 17:00

Roseau, Dominica

25 Jan 08:00 - 16:00

Mayreau Island, Grenadines

26 Jan 08:00 - 17:00

Iles des Saintes, Guadeloupe

27 Jan 12:00 - 18:00

Basseterre St Kitts, Port Zante

28 Jan 08:00 - 22:00

Gustavia St Barths, Saint-Barthelemy Island France

29 Jan 08:00 - 22:00

Philipsburg St Maarten, Netherlands Antilles

30 Jan 06:00

Arrive

Who’s Going

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Cruise guides

Cruise Guides

Practical reading from people who actually cruise.

Cruise Embarkation Day: Everything You Need to Know Before You Step Onboard

What actually happens on embarkation day, why trying to board first is a waste of your vacation, what belongs in your carry-on, and how to start the week the way you meant to.

Read the guide

Cruise Door Decorations: Rules, Ideas, Pineapples & Everything You Need to Know

Royal Caribbean never banned door decorations, whatever you read. Here is what each cruise line actually allows, what gets taken down, and how to make your door do more than just find your room.

Read the guide

How Much Does a Cruise Really Cost? The Expenses Nobody Warns You About

Gratuities, service charges, Wi-Fi, drink packages and excursions can turn a $999 cruise into a $2,200 vacation. What each line actually charges, and how to see it coming.

Read the guide

Cruising Solo: How to Avoid the Single Supplement (Without Cruising Alone)

The single supplement can add 125-200% to your fare. Here is why it exists, which cruise lines have real solo cabins, which have none at all, and how to sail alone without paying for an empty pillow.

Read the guide

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